Process for making cosmetic compositions using polyether siloxane copolymer network compositions

ABSTRACT

A method of making a cosmetic composition comprising the reaction products of M a M H   b M E   c D d D H   e D E   f T g T H   h T E   i Q j    
     where  
     M=R 1 R 2 R 3 SiO 1/2 ;  
     M H =R 4 R 5 HSiO 1/2 ;  
     M E =R 6 R 7 R E SiO 1/2 ;  
     D=R 8 R 9 SiO 2/2 ;  
     D H =R 10 HSiO 2/2 ;  
     D E =R 11 R E SiO 2/2 ;  
     T=R 12 SiO 3/2 ;  
     T H =HSiO 3/2 ;  
     T E =R E SiO 3/2 ; and  
     Q=SiO 4/2 ;  
     where R 1 , R 2 , R 3 , R 8 , R 9  and R 12  are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms; R 4 , R 5  and R 10  are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or hydrogen; R 6 , R 7 , R 11  are independently monovalent hydrocarbon radicals having from one to sixty carbon atoms or R E ; each R E  is independently a monovalent hydrocarbon radical containing one or more oxirane moieties having from one to sixty carbon atoms; the stoichiometric subscripts a, b, c, d, e, f, g, h, i, and j are either zero or positive subject to the following limitations: a+b+c&gt;1; b+e+h&gt;1; c+f+i&gt;1; b+e+h&gt;c+f+i; and when d+e+f+g+h+i+j=0, a+b+c=2. In a preferred embodiment the reaction product of the present invention is a polyether siloxane copolymer network. In another preferred embodiment embodiment the reaction product of the present invention is a polyether siloxane copolymer network swollen with a volatile low molecular weight silicon containing compound. These compositions are useful for a variety of personal care compositions.

[0001] The instant application is a Continuation-In-Part Application ofU.S. Ser. No. 09/858,795 filed May 16, 2001.

FIELD OF THE INVENTION

[0002] The present invention relates to a method for making siliconecompositions, more particularly to compositions comprising a siliconepolymer network comprising cross-links derived from epoxide or oxiranemoieites.

BACKGROUND OF THE INVENTION

[0003] The personal care industry thrives on being able to delivermultiple performance products based on mixtures of several components,with each having performance characteristics important to or desirablein the final formulation. One desirable characteristic is the ability toprovide a silky initial feel derived from low molecular weightsilicones, such as for example, octamethylcyclotetrasilioxane ordecamethylcyclopentasiloxane, in the formulation while maintaining ahigh, but shear-thinnable viscosity. While these low molecular weightsilicones provide the desired feel characteristics, they are also lowviscosity, highly flowable liquids. Thus they are not easily held in aformulation, preferring rather to separate and flow out of a givencontainer or flow uncontrollably across the skin when used in a specificapplication. Further, it desirable to achieve an initial silky feelwhile providing a smooth, low-residue feel upon dry-down. Polymericsilicone gels prepared in volatile silicone have been found to deliverdesirable initial feel of volatile, low viscosity silicones toformulations while at the same time provide high viscosity and a smoothsilky feel on dry-down, see for example, U.S. Pat. Nos. 5,760,116,5,493,041 and 4,987,169.

[0004] Such polymeric silicone gels have typically been made by thehydrosilylation reaction, which requires the use of both SiH functionalgroups and terminal olefinic groups to form crosslinked siloxanepolymers. Thus only siloxane structures that can incorporatesilylhydride groups and optionally, vinyl functional siloxane groups,can be utilized in making these materials. Further this method ofgenerating crosslinked siloxane polymers limits the range of desirableorganofunctional groups that may be incorporated into the polymericstructure to create additional performance advantages in complexformulations. Thus attempts to include organofunctional groups into thecrosslinked siloxane polymer include unsaturated organic groupscompatible with the hydrosilylaton reaction.

SUMMARY OF THE INVENTION

[0005] The present invention provides for a method of making a cosmeticcomposition comprising the reaction products of

M_(a)M^(H) _(b)M^(E) _(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H) _(h)T^(E)_(i)Q_(j)

[0006] where

[0007] M=R¹R²R³SiO_(1/2);

[0008] M^(H)=R⁴R⁵HSiO_(1/2);

[0009] M^(E)=R⁶R⁷R^(E)SiO_(1/2);

[0010] D=R⁸R⁹SiO_(2/2);

[0011] D^(H)=R¹⁰HSiO_(2/2);

[0012] D^(E)=R¹¹R^(E)SiO_(2/2);

[0013] T=R¹²SiO_(3/2);

[0014] T^(H)=HSiO_(3/2);

[0015] T^(E)=R^(E)SiO_(3/2); and

[0016] Q=SiO_(4/2);

[0017] where R¹, R², R³, R⁸, R⁹ and R¹² are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms; R⁴, R⁵ andR¹⁰ are independently monovalent hydrocarbon radicals having from one tosixty carbon atoms or hydrogen; R⁶, R⁷, R¹¹ are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms or R^(E);each R^(E) is independently a monovalent hydrocarbon radical containingone or more oxirane moieties having from one to sixty carbon atoms; thestoichiometric subscripts a, b, c, d, e, f, g, h, i, and j are eitherzero or positive subject to the following limitations: a+b+c>1; b+e+h>1;c+f+i>1; b+e+h>c+f+i; and when d+e+f+g+h+i+j=0, a+b+c=2. In a preferredembodiment the reaction product of the present invention is a polyethersiloxane copolymer network. In another preferred embodiment the reactionproduct of the present invention is a polyether siloxane copolymernetwork swollen with a volatile low molecular weight silicon containingcompound. These compositions are useful for a variety of personal carecompositions.

DETAILED DESCRIPTION OF THE INVENTION

[0018] The method of the present invention utilizes compositions thatcomprise the reaction products of an epoxy functional hydrido siloxanemolecule having the following formula:

M_(a)M^(H) _(b)M^(E) _(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H) _(h)T^(E)_(i)Q_(j)

[0019] where

[0020] M=R¹R²R³SiO_(1/2);

[0021] M^(H)=R⁴R⁵HSiO_(1/2);

[0022] M^(E)=R⁶R⁷R^(E)SiO_(1/2);

[0023] D=R⁸R⁹SiO_(2/2);

[0024] D^(H=R) ¹⁰HSiO_(2/2);

[0025] D^(E)=R¹¹R^(E)SiO_(2/2);

[0026] T=R¹²SiO_(3/2);

[0027] T^(H)=HSiO_(3/2);

[0028] T^(E)=R^(E)SiO_(3/2); and

[0029] Q=SiO_(4/2);

[0030] where R¹, R², R³, R⁸, R⁹ and R¹² are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms; R⁴, R⁵ andR¹⁰ are independently monovalent hydrocarbon radicals having from one tosixty carbon atoms or hydrogen; R⁶, R⁷, R¹¹ are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms or R^(E);each R^(E) is independently a monovalent hydrocarbon radical containingone or more oxirane moieties having from one to sixty carbon atoms; thestoichiometric subscripts a, b, c, d, e, f, g, h, i, and j are eitherzero or positive subject to the following limitations: a+b+c>1; b+e+h>1;c+f+i>1; b+e+h>c+f+i; and when d+e+f+g+h+i+j=0, a+b+c=2.

[0031] One method of producing the composition of the present inventionis to react a molecule having the following formula:

M_(a)M^(H) _(b′)D_(d)D^(H) _(e′)T_(g)T^(H) _(h′)Q_(j)

[0032] wherein the definitions and relationships are as later defined(and also consistent with those defined above) under hydrosilylationconditions with an olefinically unsaturated molecule containing one ormore oxirane moieties under conditions of stoichiometry where the molarquantity of oxirane is less than the molar quantity of silyl hydride. Asused herein the phrase “an olefinically unsaturated molecule containingone or more oxirane moieties” means a molecule possessing one or moreinterior, pendant or terminal carbon carbon double bonds simultaneouslywith one or more interior, pendant or terminal three membered oxygencontaining heterocyclic rings (chemically the phrase “three memberedoxygen containing heterocyclic ring” is used herein interchangeably withthe oxirane or epoxide structures). The simplest chemical structureexemplified by such a definition is:

[0033] but also includes alicyclic structures exemplified by:

[0034] Where the subscript k may be zero or a positive integer, morepreferably a positive integer ranging generally from 0 to about 10. Itshould be noted that both exemplified structures are terminal in boththe olefinic moiety and the oxirane (epoxide) moiety. A more generalchemical structure is:

[0035] where R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are each independentlyselected from the group of hydrogen and monovalent hydrocarbon radicalshaving from one to sixty carbon atoms, Q_(m) is a di- or trivalenthydrocarbon radical having from one to sixty carbon atoms, Q_(n) is adivalent hydrocarbon radical having from one to sixty carbon atoms withthe subscripts m and n independently zero or one subject to thelimitation that when Q_(m) is trivalent one of R¹³ or R¹⁴ is absent andwhere R¹⁶ and R¹⁸ may be either cis- or trans- to each other. Thus onepossible synthetic pathway to prepare the reaction products of thepresent invention is as follows:

[0036] M_(a)M^(H) _(b′)D_(d)D^(H) _(e′)T_(g)T^(H) _(h′)Q_(j)+α reactingunder hydrosilylation conditions to yield M_(a)M^(H) _(b)M^(E)_(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H) _(h)T^(E) _(i)Q_(j) when thestoichiometric coefficient, α, is less than the sum of b′+e′+h′. Itshould be noted that the stoichiometric coefficients b, e, and h definethe quantity of hydride bearing species M^(H), D^(H) and T^(H) in bothreactant and product and are related one to other in that fashion butbecause some of the hydride bearing functions have reacted with anolefinically unsaturated molecule containing one or more oxiranemoieties the following relationships must necessarily obtain:b′+e′+h′>b+e+h and b+c+e+f+h+i=b′+e′+h′. It is to be noted thatacetylene analogs of the olefinically unsaturated oxirane containingmolecules will produce similar species that will react to form similarproducts. Thus as used herein the phrase an olefinically unsaturatedmolecule containing one or more oxirane moieties is intended to alsoinclude an acetylenically unsaturated molecule containing one or moreoxirane moieties. The phrase “an acetylenically

[0037] unsaturated molecule containing one or more oxirane moieties”means a molecule possessing one or more interior, pendant or terminalcarbon carbon triple bonds simultaneously with one or more interior,pendant or terminal three membered oxygen containing heterocyclic rings(chemically the phrase “three membered oxygen containing heterocyclicring” is used herein interchangeably with the oxirane or epoxidestructures). When the epoxide compound is an olefinic epoxide, aspecific example being:

[0038] then R^(E) as a substituent, becomes

[0039] with all the definitions consistent with those as previouslydefined. When the epoxide is an acetylenic epoxide, a specific examplebeing:

[0040] then R^(E) as a substituent, becomes either:

[0041] with all the definitions consistent with those as previouslydefined.

[0042] The silyl hydride bearing precursor molecule, M_(a)M^(H)_(b′)D_(d)D^(H) _(e′)T_(g)T^(H) _(h′)Q_(j), can be prepared by a varietyof techniques known in the art. Epoxy substituted siloxanes are preparedin the normal manner through the use of a hydrosilylation reaction toattach a vinyl or allyl substituted epoxide onto an SiH bearingsiloxane. SiH containing siloxanes are well known in the art and can belinear, branched, or cyclic in structure. Examples of useful vinyl orallyl substituted epoxides include 4-vinyl cyclohexene oxide, allylglycidyl ether, limonene oxide, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene,norbornadiene monoepoxide and 1,2-epoxy-9-decene. Precious metalcatalysts suitable for making epoxy siloxanes are also well known in theart and comprise complexes of rhodium, ruthenium, palladium, osmium,iridium and/or platinum.

[0043] Many types of platinum catalysts for this SiH olefin additionreaction (hydrosilation or hydrosilylation) are known and such platinumcatalysts may be used for the reaction in the present instance. Whenoptical clarity is required the preferred platinum catalysts are thoseplatinum compound catalysts that are soluble in the reaction mixture.The platinum compound can be selected from those having the formula(PtCl₂Olefin) and H(PtCl₃Olefin) as described in U.S. Pat. No.3,159,601, hereby incorporated by reference. A further platinumcontaining material usable in the compositions of the present inventionis the cyclopropane complex of platinum chloride described in U.S. Pat.No. 3,159,662 hereby incorporated by reference. Further the platinumcontaining material can be a complex formed from chloroplatinic acidwith up to 2 moles per gram of platinum of a member selected from theclass consisting of alcohols, ethers, aldehydes and mixtures of theabove as described in U.S. Pat. No. 3,220,972 hereby incorporated byreference. The catalysts preferred for use are described in U.S. Pat.Nos. 3,715,334; 3,775,452; and 3,814,730 to Karstedt. Additionalbackground concerning the art may be found at J. L. Spier, “HomogeneousCatalysis of Hydrosilation by Transition Metals, in Advances inOrganometallic Chemistry, volume 17, pages 407 through 447, F. G. A.Stone and R. West editors, published by the Academic Press (New York,1979). Persons skilled in the art can easily determine an effectiveamount of platinum catalyst. Generally, an effective amount ranges fromabout 0.1 to 50 parts per million of the total organopolysiloxanecomposition.

[0044] The reaction product of M_(a)M^(H) _(b)M^(E) _(c)D_(d)D^(H)_(e)D^(E) _(f)T_(g)T^(H) _(h)T^(E) _(i)Q_(j) produces a polymer network,believed to be a polyether siloxane copolymer network (or alternativeleya siloxane polyether copolymer network). As used herein, the terminology“network” means a three dimensionally extending structure comprisinginterconnected polyether siloxane copolymer chains. Preferably, fluid iscontained within interstices of the network. The term “interstices” isused herein in reference to a network to denote spaces within thenetwork, that is, spaces between the polyether siloxane copolymer chainsof the network. As used herein in the context of the polyether siloxanecopolymer network, the term polyether is intended to include thereaction product of two or more epoxide moieties to form one or moreether linkages that form a cross link between siloxane chains ormoieties.

[0045] In one preferred embodiment, the polyether siloxane copolymernetwork is a crosslinked network that is insoluble in the fluidcomponent of the silicone composition of the present invention, but thatis capable of being swollen by the fluid. The amount of crosslinkingpresent in the crosslinked network may be characterized with respect tothe degree of swelling exhibited by the network in the fluid. In anotherpreferred embodiment, the crosslinked structure of the network iseffective to allow the network to be swollen by a low molecular weightsilicone fluid, such as, for example, decamethylcyclopentasiloxane, fromits original volume to a swollen volume that is a factor of from 1.01 to5000, more preferably from 2 to 1000, and even more preferably from 5 to500, times its original volume. The original volume of the network canbe determined, for example, by extracting or evaporating all of thefluid component from the silicone composition of the present inventionto leave the original volume, that is, the volume of the polyethersiloxane copolymer network in the absence of the fluid.

[0046] As used herein the terminology “hydrocarbon radical” includesacyclic hydrocarbon radicals, alicyclic hydrocarbon radicals andaromatic hydrocarbon radicals.

[0047] As used herein in reference to a hydrocarbon radical, the term“monovalent” means that the radical is capable of forming one covalentbond per radical, the term “divalent” means that the radical is capableof forming two covalent bonds per radical and the term “trivalent” meansthat the radical is capable of forming three covalent bonds per radical.Generally, a monovalent radical can be represented as having beenderived from a saturated hydrocarbon compound by conceptual removal ofone hydrogen atom from the compound, a divalent radical can berepresented as having been derived from a saturated hydrocarbon compoundby conceptual removal of two hydrogen atoms from the compound and atrivalent radical can be represented as having been derived from asaturated hydrocarbon compound by conceptual removal of three hydrogenatoms from the compound. For example, an ethyl radical, that is, a—CH₂CH₃ radical, is a monovalent radical; a dimethylene radical, thatis, a —(CH₂)₂— radical, is a divalent radical and an ethanetriylradical, that is,

[0048] radical, is a trivalent radical, each of which can be representedas having been derived by conceptual removal of one or more hydrogenatoms from the saturated hydrocarbon ethane.

[0049] As used herein, the terminology “acyclic hydrocarbon radical”means a straight chain or branched hydrocarbon radical, preferablycontaining from 1 to 60 carbon atoms per radical, which may be saturatedor unsaturated and which may be optionally substituted or interruptedwith one or more atoms or functional groups, such as, for example,carboxyl, cyano, hydroxy, halo and oxy. As long as these functionalgroups do not interfere with the cationic cure mechanism of the epoxideor oxirane moiety, suitable monovalent acyclic hydrocarbon radicals mayinclude, for example, alkyl, alkenyl, alkynyl, hydroxyalkyl, cyanoalkyl,carboxyalkyl, alkyloxy, oxaalkyl, alkylcarbonyloxaalkylene, carboxamideand haloalkyl, such as, for example, methyl, ethyl, sec-butyl,tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl, propenyl,butynyl, hydroxypropyl, cyanoethyl, butoxy, 2,5,8-trioxadecanyl,carboxymethyl, chloromethyl and 3,3,3-fluoropropyl. Suitable divalentacyclic hydrocarbon radicals include, for example, linear or branchedalkylene radicals, such as, for example, methylene, dimethylene,trimethylene, decamethylene, ethylethylene, 2-methyltrimethylene,2,2-dimethyltrimethylene and linear or branched oxalkylene radicals suchas, for example, methyleneoxypropylene. Suitable trivalent acyclichydrocarbon radicals include, for example, alkanetriyl radicals, suchas, for example, 1,1,2-ethanetriyl, 1,2,4-butanetriyl,1,2,8-octanetriyl, 1,2,4-cyclohexanetriyl and oxaalkanetriyl radicalssuch as, for example, 1,2,6-triyl-4-oxahexane.

[0050] As used herein the term “alkyl” means a saturated straight orbranched monovalent hydrocarbon radical. In a preferred embodiment,monovalent alkyl groups are selected from linear or branched alkylgroups containing from 1 to 60 carbons per group, such as, for example,methyl, ethyl, propyl, iso-propyl, n-butyl, iso-butyl, sec-butyl,tert-butyl, pentyl, hexyl, heptyl, decyl, dodecyl.

[0051] As used herein the term “alkenyl” means a straight or branchedmonovalent terminally unsaturated hydrocarbon radical, preferablycontaining from 2 to 10 carbon atoms per radical, such as, for example,ethenyl, 2-propenyl, 3-butenyl, 5-hexenyl, 7-octenyl and ethenylphenyl.

[0052] As used herein, the terminology “alicyclic hydrocarbon radical”means a radical containing one or more saturated hydrocarbon rings,preferably containing from 4 to 12 carbon atoms per ring, per radicalwhich may optionally be substituted on one or more of the rings with oneor more alkyl radicals, each preferably containing from 2 to 6 carbonatoms per alkyl radical, halo radicals or other functional groups andwhich, in the case of a monovalent alicyclic hydrocarbon radicalcontaining two or more rings, may be fused rings. Suitable monovalentalicyclic hydrocarbon radicals include, for example, cyclohexyl andcyclooctyl. Suitable divalent hydrocarbon radicals include, saturated orunsaturated divalent monocyclic hydrocarbon radicals, such as, forexample, 1,4-cyclohexylene. Suitable trivalent alicyclic hydrocarbonradicals include, for example, cycloalkanetriyl radicals such as, forexample, 1-dimethylene-2,4-cyclohexylene,1-methylethylene-3-methyl-3,4-cyclohexylene.

[0053] As used herein, the terminology “aromatic hydrocarbon radical”means a hydrocarbon radical containing one or more aromatic rings perradical, which may, optionally, be substituted on the aromatic ringswith one or more alkyl radicals, each preferably containing from 2 to 6carbon atoms per alkyl radical, halo radicals or other functional groupsand which, in the case of a monovalent aromatic hydrocarbon radicalcontaining two or more rings, may be fused rings. Suitable monovalentaromatic hydrocarbon radicals include, for example, phenyl, tolyl,2,4,6-trimethylphenyl, 1,2-isopropylmethylphenyl, 1-pentalenyl,naphthyl, anthryl, eugenol and allylphenol as well as aralkyl radicalssuch as, for example, 2-phenylethyl. Suitable divalent aromatichydrocarbon radicals include, for example, divalent monocyclic arenessuch as, for example, 1,2-phenylene, 1,4-phenylene,4-methyl-1,2-phenylene, phenylmethylene. Suitable trivalent aromatichydrocarbon radicals include, for example, trivalent monocyclic arenessuch as, for example, 1-trimethylene-3,5-phenylene.

[0054] In a preferred embodiment, the epoxy functional organosiloxanecompound is reacted by polymerizing the epoxy functional organosiloxanecompound under cationic polymerization conditions and, preferably, inthe presence of a fluid, preferably a volatile siloxane fluid. In oneembodiment, the epoxy functional organosiloxane compound is polymerizedin the presence of a fluid to directly form the silicone composition ofthe present invention. In another embodiment, the epoxy functionalorganosiloxane compound is polymerized in the presence of a first fluidor fluid mixture to form a polyether siloxane copolymer network, andthen the network so formed is subsequently swollen with a second fluidor fluid mixture to form the silicone composition of the presentinvention. The second fluid or fluid mixture may be the same as ordifferent from the first fluid mixture. The first solvent may,optionally, be removed from the polymerized network by, for example,evaporation, prior to addition of the second fluid. As a furtheralternative, the epoxy functional organosiloxane compound is polymerizedin the absence of a fluid to form a polyether siloxane copolymer networkand the network is subsequently swollen with a fluid or mixture offluids to form the silicone composition of the present invention. Inanother embodiment, the polymerization of the epoxy functionalorganosiloxane is conducted with a sufficient amount of excesshydridosiloxane functionality such that there is residual hydrideremaining after polymerization that may be subsequently reacted underconditions suitable for hydrosilylation with one or more alkenylfunctional compounds. This is especially advantageous in cases where thealkenyl functional compounds can act as inhibitors of cationic cure.Such alkenyl compounds are those that contain a functionality that canact as an inhibitor of the cationic cure mechanism, e.g. a base. Inanother embodiment, a small amount of a concentrated hydridosiloxane orhydridosilane compound is added in order to increase the rate ofpolymerization.

[0055] Cationic polymerization conditions can be generated by additionof an acid catalyst capable of polymerizing an epoxy group such as, forexample, by addition of onium salt generated acids and certain metalsalts, such as, for example, aluminum trichloride and ferric chloride,which act as Lewis acids or by addition of lanthanide triflates, see PCTInt. Appl. WO 0008,087. Acid catalyzed polymerization of epoxides is awell known method of forming organic polymers and has been applied toepoxy-functional siloxane compounds in order to form siloxanepolyalkyleneoxide block copolymers for use in a variety of applicationsas, for example, release coatings on paper, see, for example, U.S. Pat.No. 4,279,717, and in conjunction with organic materials to formcoatings and modified plastic compositions, see for example, U.S. Pat.Nos. 5,354,796 and 5,663,752. One precautionary note must be observed,that is if the cationic polymerization is conducted in the presence ofcyclic siloxanes, e.g. D₃, D₄ or D₅ and the like, the strength of theacid catalysis employed must be such that cationic polymerization of theepoxide moiety occurs but polymerization of the cyclic siloxane does notoccur to any appreciable extent.

[0056] In a preferred embodiment, the epoxy functional organosiloxanecompound is polymerized under cationic cure conditions generated throughthe interaction with platinum and an SiH-containing compound. Thisepoxide polymerization reaction route is described in U.S. Pat. No.5,128,431 and by J. V. Crivello and N. Fan, J. Polymer Sci., Part A:Polymer Chemistry, pp.1853-1863 (1997). In this embodiment, the reactionkinetics appear to be dependent upon the presence of trace quantities ofmolecular oxygen.

[0057] The polyether siloxane copolymer network compositions of thepresent invention produce a cross linked structure that possesses acertain amount of steric hindrance by reason of the cross links. Thissteric hindrance tends to prevent the reaction from going to completioneven at long reaction times and thus a certain amount of residualfunctionality may remain. This residual functionality provides theability to incorporate other functionality into the polyether siloxanecopolymer network by reaction with functionalized molecules that are notas sterically constrained as the polyether siloxane copolymer network orit must be chemically inactivated. One reason the residual functionalitymight desirably be chemically inactivated is that in the processing ofthese materials as a polyether siloxane copolymer network swollen with alow molecular weight siloxane compound (or alternatively, low molecularweight silicone fluid), usually D₃, D₄, D₅, D₆ or M′D′_(q)T′_(s)M′ aslater defined, is that processing under conditions of high shear tendsto disrupt the network reducing the level of steric hindrance and thuscould enable further cross linking reactions to occur because of thechemically exposed residual functionality. Post-cure cross linking isknown to occur in addition polymerized silicones where the additionpolymerization occurs via hydrosilylation. These materials are preparedby first hydrosilylation of a silyl hydride with an olefinic oracetylenic oxirane or epoxide compound. Thus a noble metalhydrosilylation catalyst will be present in the reaction mixture orwithin the interstices of the polyether siloxane copolymer network. Thiscatalyst may be used to further polymerize the oxirane or epoxide moiety(moieties) incorporated in the reaction product producing the polyethersiloxane copolymer network(s) of the present invention. The residualfunctionality remaining by design, i.e. by use of sub-stoichiometricquantities, or by reason of steric inhibition of reaction completion maybe further reacted as taught herein or neutralized or inhibited. U.S.Pat. Nos. 5,977,280 and 5,929,164, both herein incorporated byreference, teach such neutralization of hydrosilylation catalysts bytreatment with strong noble metal complexing ligands, for examplephosphines, amines and organic sulfur compounds such as organic sulfidesand thiols. However, some of these strongly complexing ligands, whiledeactivating a noble metal hydrosilylation catalyst are toxic and thustheir use must be avoided in some applications, e.g. personal careapplications. Thus sulfur containing amino acid esters are strong noblemetal complexing ligands and methionine methyl ester, methionine ethylester, cysteine methyl ester, cysteine ethyl ester and cysteine dimethylester have been preferred for such noble metal deactivation. It shouldbe noted that naturally occuring proteins containing disulfide linkagesthat are easily disrupted may also be used to deactivate the noble metalcatalysts employed, e.g. egg yolks and the like. Sulfur containing aminoacid amides, polypeptides and the like may also function similarly todeactivate noble metal hydrosilylation catalysts.

[0058] The method of polymer synthesis provides for incorporation of awide range of organofunctional groups into the copolymeric structure.Thus, the inclusion of other organofunctional groups, such as, forexample, organic epoxides, epoxysiloxanes, terminally unsaturatedorganic and alkenylsiloxane compounds can be used to modify theresulting copolymers.

[0059] In an alternative embodiment, the organofunctional groups areintroduced to the network during polymerization of the epoxyfunctionalorganosiloxane by including organofunctional compounds to the reactionmixture which are copolymerizable with the epoxy functionalorganosiloxane under the chosen polymerization reaction conditions.

[0060] In one embodiment, polymerization of the epoxy functionalorganosiloxane is conducted in the presence of one or more organicepoxide compounds which are copolymerizable with epoxy functionalhydrido siloxanes under the polymerization conditions to form mixedpolyalkyleneoxide units. The additional organic epoxide compounds maycontain different substituents to further modify the resultingcopolymer. Suitable organic epoxide compounds include, for example,ethylene oxide, propylene oxide, butylene oxide, cyclohexene oxide,glycidol and epoxide oils suchas for example epoxidized soybean oil.

[0061] In another embodiment, the polymerization of the epoxy functionalorganosiloxane is conducted in the presence of one or more hydroxylfunctional compounds which are copolymerizable with epoxy functionalhydrido siloxanes under the polymerization conditions to modify theproduct copolymer. Suitable hydroxyl functional compounds include, forexample, water, hydroxy-stopped polyethers, organic alcohols, includingorganic diols, carbinol functional siloxanes and hydroxy functionalorganopolysiloxane polymers, including polyethersiloxane copolymers.

[0062] In another embodiment, the polymerization of the epoxy functionalorganosiloxane is conducted in the presence one or more alkenylfunctional compounds which are copolymerizable with epoxy functionalhydrido siloxanes under the polymerization conditions to modify theproduct copolymer. Suitable alkenyl functional compounds include alkenylfunctional organic compounds, such as, for example, hexadiene, andalkenyl functional silicone compounds, such as for example, vinylpolydimethylsiloxanes. For example, an alkenyl-functional compound mayconveniently be added via hydrosilylation in those embodiments in whichthe cationic reaction conditions for reacting the epoxide groups aregenerated using platinum and a hydrido-substituted siloxane, asdescribed above.

[0063] The silicone composition may be further processed under low tohigh shear to adjust the viscosity and sensory feel of the composition.This may be achieved, for example, by subjecting the composition to amoderate to high shearing force. High shear may be applied using, forexample, a Sonolator apparatus, a Gaulin Homogenizer or a MicroFluidizer apparatus. Optionally, one or more fluids may be added to thesilicone composition prior to the shearing.

[0064] In a preferred embodiment, the silicone composition of thepresent invention is a solid, typically having a creamy consistency,wherein the copolymer network acts as a means for gelling the fluid toreversibly impart characteristics of a solid to the fluid. At rest, thesilicone composition exhibits the properties of a solid gel material.The silicone composition of the present invention exhibits highstability and resistance to syneresis, that is, the composition exhibitslittle or no tendency for fluid to flow from the composition and impartshigh stability and syneresis resistance to personal care compositionswhich include the silicone composition as a component. The highstability and syneresis resistance persists with prolonged aging of suchsilicone compositions and personal care compositions. However, fluid maybe released from the network by subjecting the silicone composition to ashearing force, such as, for example, by rubbing the composition betweenone's fingers, to provide improved sensory feel characteristic of thefluid component of the silicone material.

[0065] Fluids suitable for use as the fluid component of the compositionof the present invention are those compounds or mixtures of two or morecompounds that are in the liquid state at or near room temperature, forexample, from about 20° C. about 50° C., and about one atmospherepressure, and include, for example, silicone fluids, hydrocarbon fluids,esters, alcohols, fatty alcohols, glycols and organic oils. In apreferred embodiment, the fluid component of the composition of thepresent invention exhibits a viscosity of below about 1,000 cSt,preferably below about 500 cSt, more preferably below about 250 cSt, andmost preferably below 100 cSt, at 25° C.

[0066] In a preferred embodiment, the fluid component of the presentinvention comprises an emollient compound. Suitable emollient compoundinclude any fluid that provides emollient properties, that is, that whenapplied to skin, tend to remain on the surface of the skin or in thestratum corneum layer of the skin to act as lubricants, reduce flakingand to improve the appearance of the skin. Emollient compound aregenerically known and include, for example, hydrocarbons, such as forexample, isododecane, isohexadecane and hydrogenated polyisobutene,organic waxes, such as for example, jojoba, silicone fluids, such as,for example, cyclopentasiloxane, dimethicone and bis-phenylpropyldimethicone, esters, such as, for example, octyldodecyl neopentanoateand oleyl oleate, as well as fatty acids and alcohols, such as forexample, oleyl alcohol and isomyristyl alcohol.

[0067] In a highly preferred embodiment, the fluid component of thepresent invention comprises a silicone fluid, more preferably a siliconefluid that exhibits emollient properties, preferably a low molecularweight silicone fluid or alternatively a low molecular weight siloxanecompound. Suitable silicone fluids include, for example, cyclicsilicones of the formula D_(r), wherein D, R⁸ and R⁹ are as previouslydefined, preferably with R⁸ and R⁹ chosen from the group consisting ofmonovalent one to six carbon atom monovalent hydrocarbon radicals, morepreferably methyl, and r is an integer wherein 3≦r≦12, such as, forexample, hexamethylcyclotrisiloxane (“D₃”), octamethylcyclotetrasiloxane(“D₄”), decamethylcyclopentasiloxane (“D₅”), anddodecamethylcyclohexasiloxane (“D₆”) as well as linear or branchedorganopolysiloxanes having the formula:

M′D′_(q)T′_(s)M′

[0068] wherein:

[0069] M′ is R¹⁹ ₃SiO_(1/2);

[0070] D′ is R²⁰ ₂SiO_(2/2);

[0071] T′ is R²¹SiO_(3/2)

[0072] R¹⁹, R²⁰ and R²¹ are each independently alkyl, aryl or aralkylcontaining from one to sixty carbon atoms;

[0073] q and s are each independently integers from 0 to 300, preferablyfrom 0 to 100, more preferably from 0 to 50, and most preferably from 0to 20.

[0074] In a preferred embodiment, the silicone composition of thepresent invention comprises, per 100 parts by weight (“pbw”) of thesilicone composition, from 0.1 to 99 pbw, more preferably from 0.5 pbwto 30 pbw and still more preferably from 1 to 15 pbw of the polyethersiloxane copolymer network and from 1 pbw to 99.9 pbw, more preferablyfrom 70 pbw to 99.5 pbw, and still more preferably from 85 pbw to 99 pbwof the fluid.

[0075] The polyether siloxane copolymer network compositions of thepresent invention may be utilized as prepared or as the siliconecomponent in emulsions. As is generally known, emulsions comprise atleast two immiscible phases one of which is continuous and the otherwhich is discontinuous. Further emulsions may be liquids with varyingviscosities or solids. Additionally the particle size of the emulsionsmay be render them microemulsions and when sufficiently smallmicroemulsions may be transparent. Further it is also possible toprepare emulsions of emulsions and these are generally known as multipleemulsions. These emulsions may be:

[0076] 1) aqueous emulsions where the discontinuous phase compriseswater and the continuous phase comprises the polyether siloxanecopolymer network of the present invention;

[0077] 2) aqueous emulsions where the continuous phase comprises thepolyether siloxane copolymer network of the present invention and thediscontinuous phase comprises water;

[0078] 3) non-aqueous emulsions where the discontinuous phase comprisesa non-aqueous hydroxylic solvent and the continuous phase comprises thepolyether siloxane copolymer network of the present invention; and

[0079] 4) non-aqueous emulsions where the continuous phase comprises anon-aqueous hydroxylic organic solvent and the discontinuous phasecomprises the polyether siloxane copolymer network of the presentinvention.

[0080] Non-aqueous emulsions comprising a silicone phase are describedin U.S. Pat. No. 6,060,546 and co-pending application U.S. Ser. No.09/033,788 filed Mar. 3, 1998 the disclosures of which are herewith andhereby specifically incorporated by reference.

[0081] As used herein the term “non-aqueous hydroxylic organic compound”means hydroxyl containing organic compounds exemplified by alcohols,glycols, polyhydric alcohols and polymeric glycols and mixtures thereofthat are liquid at room temperature, e.g. about 25° C., and about oneatmosphere pressure. The non-aqueous organic hydroxylic solvents areselected from the group consisting of hydroxyl containing organiccompounds comprising alcohols, glycols, polyhydric alcohols andpolymeric glycols and mixtures thereof that are liquid at roomtemperature, e.g. about 25° C., and about one atmosphere pressure.Preferably the non-aqueous hydroxylic organic solvent is selected fromthe group consisting of ethylene glycol, ethanol, propyl alcohol,iso-propyl alcohol, propylene glycol, dipropylene glycol, tripropyleneglycol, butylene glycol, iso-butylene glycol, methyl propane diol,glycerin, sorbitol, polyethylene glycol, polypropylene glycol mono alkylethers, polyoxyalkylene copolymers and mixtures thereof.

[0082] Once the desired form is attained whether as a silicone onlyphase, an anhydrous mixture comprising the silicone phase, a hydrousmixture comprising the silicone phase, a water-in-oil emulsion, anoil-in-water emulsion, or either of the two non-aqueous emulsions orvariations thereon, the resulting material is usually a high viscositycream with good feel characteristics, and high absorbance of volatilesiloxanes. It is capable of being blended into formulations for haircare, skin care, antiperspirants, sunscreens, cosmetics, colorcosmetics, insect repellants, vitamin and hormone carriers, fragrancecarriers and the like.

[0083] The personal care applications where the polyether siloxanecopolymer network of the present invention and the silicone compositionsderived therefrom of the present invention may be employed include, butare not limited to, deodorants, antiperspirants,antiperspirant/deodorants, shaving products, skin lotions, moisturizers,toners, bath products, cleansing products, hair care products such asshampoos, conditioners, mousses, styling gels, hair sprays, hair dyes,hair color products, hair bleaches, waving products, hair straighteners,manicure products such as nail polish, nail polish remover, nails creamsand lotions, cuticle softeners, protective creams such as sunscreen,insect repellent and anti-aging products, color cosmetics such aslipsticks, foundations, face powders, eye liners, eye shadows, blushes,makeup, mascaras and other personal care formulations where siliconecomponents have been conventionally added, as well as drug deliverysystems for topical application of medicinal compositions that are to beapplied to the skin.

[0084] In a preferred embodiment, the personal care composition of thepresent invention further comprises one or more personal careingredients.

[0085] Suitable personal care ingredients include, for example,emollients, moisturizers, humectants, pigments, including pearlescentpigments such as, for example, bismuth oxychloride and titanium dioxidecoated mica, colorants, fragrances, biocides, preservatives,antioxidants, anti-microbial agents, anti-fungal agents, antiperspirantagents, exfoliants, hormones, enzymes, medicinal compounds, vitamins,salts, electrolytes, alcohols, polyols, absorbing agents for ultravioletradiation, botanical extracts, surfactants, silicone oils, organic oils,waxes, film formers, thickening agents such as, for example, fumedsilica or hydrated silica, particulate fillers, such as for example,talc, kaolin, starch, modified starch, mica, nylon, clays, such as, forexample, bentonite and organo-modified clays.

[0086] Suitable personal care compositions are made by combining, in amanner known in the art, such as, for example, by mixing, one or more ofthe above components with the polyether siloxane copolymer network,preferably in the form of the silicone composition of the presentinvention. Suitable personal care compositions may be in the form of asingle phase or in the form of an emulsion, including oil-in-water,water-in-oil and anhydrous emulsions where the silicone phase may beeither the discontinuous phase or the continuous phase, as well asmultiple emulsions, such as, for example, oil-in water-in-oil emulsionsand water-in-oil-in water-emulsions.

[0087] In one useful embodiment, an antiperspirant composition comprisesthe polyether siloxane copolymer network of the present invention andone or more active antiperspirant agents. Suitable antiperspirant agentsinclude, for example, the Category I active antiperspirant ingredientslisted in the U.S. Food and Drug Administration's Oct. 10, 1993Monograph on antiperspirant drug products for over-the-counter humanuse, such as, for example, aluminum halides, aluminum hydroxyhalides,for example, aluminum chlorohydrate, and complexes or mixtures thereofwith zirconyl oxyhalides and zirconyl hydroxyhalides, such as forexample, aluminum-zirconium chlorohydrate, aluminum zirconium glycinecomplexes, such as, for example, aluminum zirconium tetrachlorohydrexgly.

[0088] In another useful embodiment, a skin care composition comprisesthe polyether siloxane copolymer network, preferably in the form ofsilicone composition of the present invention, and a vehicle, such as,for example, a silicone oil or an organic oil. The skin care compositionmay, optionally, further include emollients, such as, for example,triglyceride esters, wax esters, alkyl or alkenyl esters of fatty acidsor polyhydric alcohol esters and one or more the known componentsconventionally used in skin care compositions, such as, for example,pigments, vitamins, such as, for example, Vitamin A, Vitamin C andVitamin E, sunscreen or sunblock compounds, such as, for example,titanium dioxide, zinc oxide, oxybenzone, octylmethoxy cinnamate,butylmethoxy dibenzoylm ethane, p-aminobenzoic acid and octyldimethyl-p-aminobenzoic acid.

[0089] In another useful embodiment, a color cosmetic composition, suchas, for example, a lipstick, a makeup or a mascara composition comprisesthe polyether siloxane copolymer network, preferably in the form ofsilicone composition of the present invention, and a coloring agent,such as a pigment, a water soluble dye or a liposoluble dye.

[0090] In another useful embodiment, the compositions of the presentinvention are utilized in conjunction with fragrant materials. Thesefragrant materials may be fragrant compounds, encapsulated fragrantcompounds, or fragrance releasing compounds that either the neatcompounds or are encapsulated. Particularly compatible with thecompositions of the present invention are the fragrance releasingsilicon containing compounds as disclosed in U.S. Pat. Nos. 6,046,156;6,054,547; 6,075,111; 6,077,923; 6,083,901; and 6,153,578; all of whichare herein and herewith specifically incorporated by reference.

[0091] The uses of the compositions of the present invention are notrestricted to personal care compositions, other products such as waxes,polishes and textiles treated with the compositions of the presentinvention are also contemplated.

EXPERIMENTAL PREPARATION OF POLYETHER SILOXANE COPOLYMER NETWORKCOMPOSITIONS Preparation Example 1

[0092] 494.5 g of a hydride fluid with approximate compositionM^(H)D₃₀₀D^(H) ₄M^(H) was mixed with 5.5 g of vinyl cyclohexene oxide,1500 g of decamethyl cyclopentasiloxane (D5), and 0.1 g of a platinumdivinyltetramethyldisiloxane catalyst solution. The result was heated to80° C. After a couple of hours, an additional portion of platinumcatalyst solution was added. The material was heated for a total of 4hours at 80° C. In this way a gel material ExpMJO-07-391 was obtainedwith a solids content of about 26%. 567 g of ExpMJO-07-391 was thenmixed with 1433 g of additional D5. Then the result was passed twicethrough a Gaulin homogenizer at 4500 psi. The result, ExpMJO-07-401 hada solids content of about 7.3% and a viscosity of 24,200 cps. Thismaterial gave a very silky feel when rubbed on the skin.

Preparation Example 2

[0093] 300 g of a hydride fluid with approximate compositionM^(H)D₃₃₇D^(H) _(11.8)M^(H) was mixed with 3.94 g of vinyl cyclohexeneoxide, 37 g of Gulftene C30+ Alpha Olefin Fraction from Chevron (hereindefined when a substituent as C30+), 1022.8 g of decamethylcyclopentasiloxane (D5), and 0.1 g of a platinumdivinyltetramethyldisiloxane catalyst solution. The result was heated to80° C. for 8 hours producing ExpMJO-07-433. This material had a solidscontent of about 25.5%. 587.5 g of ExpMJO-07-433 was then swollen with1412.5 g of additional D5 and then passed through a Gaulin homogenizerat 4500 psi. The result, ExpMJO-07-434, had a solids content of about7.4% and a viscosity of 45,000 cps. It also gave a silky feel whenrubbed on the skin.

Preparation Example 3

[0094] 300 g of a hydride fluid with approximate composition M^(H)_(1.73)D₃₈₈ D^(H) _(6.9)M_(0.27) was mixed with 3.00 g of vinylcyclohexene oxide, 9 g of Gulftene C30+ Alpha Olefin Fraction fromChevron, 936 g of decamethyl cyclopentasiloxane (D5), and 0.1 g of aplatinum divinyltetramethyldisiloxane catalyst solution. The result washeated to 80° C. for 8 hours producing ExpMJO-07-422. This material hada solids content of about 25.7%. 591.4 g of ExpMJO-07-422 was thenswollen with 1408.6 g of additional D5 and then passed through a Gaulinhomogenizer at 4500 psi. The result, ExpMJO-07-437, had a solids contentof about 7.26% and a viscosity of 39,000 cps.

Preparation Example 4

[0095] 300 g of a hydride fluid with approximate composition M^(H)_(1.73)D₃₈₈ D^(H) _(6.9)M_(0.27) was mixed with 3.00 g of vinylcyclohexene oxide, 3 g of a C-16/18 Alpha Olefin Fraction, 918 g ofdecamethyl cyclopentasiloxane (D5), and 0.1 g of a platinumdivinyltetramethyldisiloxane catalyst solution. The result was heated to80° C. for 8 hours producing ExpMJO-07-424. This material had a solidscontent of about 25.7%. 591.4 g of ExpMJO-07-424 was then swollen with1408.6 g of additional D5 and then passed through a Gaulin homogenizerat 4500 psi. The result, ExpMJO-07-438, had a solids content of about7.57% and a viscosity of 39,500 cps.

Preparation Example 5

[0096] 300 g of a hydride fluid with approximate compositionM^(H)D₃₃₇D^(H) _(11.8)M^(H) was mixed with 4.89 g of vinyl cyclohexeneoxide, 26.4 g of Gulftene C30+ Alpha Olefin Fraction from Chevron, 733 gof decamethyl cyclopentasiloxane (D5), and 0.08 g of a platinumdivinyltetramethyldisiloxane catalyst solution. The result was heated to80° C. for 6 hours producing ExpMJO-07-464. This material had a solidscontent of about 30.84%. 533 g of ExpMJO-07-464 was then swollen with967 g of additional D5 and then passed through a Gaulin homogenizer at4500 psi. The result, ExpMJO-07-465, had a solids content of about 11%and a viscosity of 200,000 cps.

Preparation Example 6

[0097] 300 g of a hydride fluid with approximate composition MD₁₀₀D^(H)_(10.5)M was mixed with 13.53 g of vinyl cyclohexene oxide, 34.84 g ofGulftene C30+ Alpha Olefin Fraction from Chevron, 647 g of decamethylcyclopentasiloxane (D5), and 0.10 g of a platinumdivinyltetramethyldisiloxane catalyst solution. The result was heated to80° C. for 6 hours producing ExpMJO-07-477. This material had a solidscontent of about 35.25%. 533 g of ExpMJO-07-464 was then swollen with947 g of additional D5 and then passed through a Gaulin homogenizer at4500 psi. The result, ExpMJO-07-482, had a solids content of about12.69% and a viscosity of 16,500 cps.

Preparation Example 7

[0098] 316.4 g of a hydride fluid with approximate compositionM^(H)D₂₀₀D^(H) _(10.5)M^(H) was mixed with 7.56 g of vinyl cyclohexeneoxide 7.00 g of 4-allyl-2-methoxy-phenol, 840 g of decamethylcyclopentasiloxane (D5), and 0.09 g of a platinumdivinyltetramethyldisiloxane catalyst solution. The result was heated to80° C. for 6 hours producing ExpMJO-08-537. 418 g of ExpMJO-08-537 wasthen swollen with 582 g of additional D5 and then passed through aGaulin homogenizer at 8000 psi. The result, ExpMJO-08-540, had a solidscontent of about 12% and a viscosity of 198,000 cps.

Preparation Example 8 Example Showing Gelation Followed byHydrosilyation

[0099] 300 g of a hydride fluid with approximate compositionM^(H)D₃₃₇D^(H) _(11.8)M^(H) was mixed with 3.94 g of vinyl cyclohexeneoxide, 905.4 g of decamethyl cyclopentasiloxane (D5), and 0.1 g of aplatinum divinyltetramethyl disiloxane catalyst solution. The result washeated to 80° C. for 4 hours with good mixing. A small sample of thegelled reaction mixture was taken out and analyzed by FTIR. This clearlyshowed that there was residual SiH remaining. Next, a mixture of 30 g ofthe di isostearic acid ester of trimethylolpropane monoallyl ether, 100g of D5 and 1 drop of Pt catalyst was added. The result was heated foranother 2 hours at 80° C. At this end of this time a gel was obtained(Gel E) which had a solids content of 25.1%. FTIR analysis showed thatthe size of the SiH stretch (ca. 2140 cm−1) had substantially decreased.

Preparation Example 9 Example Showing Addition of a ConcentratedHydridosiloxane

[0100] 300 g of a hydride fluid with approximate composition M^(H)_(1.73)D₃₈₈D^(H) _(6.9)M_(0.27) was mixed with 3.00 g of vinylcyclohexene oxide, 4.00 g of 4-allyl-2-methoxy-phenol, 20.8 g ofGulftene C30+ Alpha Olefin Fraction from Chevron, 984 g of decamethylcyclopentasiloxane (D5), and 0.1 g of a platinum divinyltetramethyldisiloxane catalyst solution. The result was heated to 80° C. for anhour with good mixing. At this point, a mixture of 4 g of atrimethylsilyl stopped methyl hydrogen polsiloxane and 5 g decamethylcyclopentasiloxane was added. With 3 minutes, the reaction mixturegelled. Heating was continued for 5 hours in order to ensure completereaction.

[0101] Preparation Example 10

[0102] 300 g of a hydride fluid with approximate compositionM_(H)D₂₀₀D^(H) _(10.5)M^(H) was mixed with 7.22 g of vinyl cyclohexeneoxide, 34.1 g of Gulftene C30+ Alpha Olefin Fraction from Chevron, 796 gof decamethyl cyclopentasiloxane (D5), and 0.085 g of a platinumdivinyltetramethyldisiloxane catalyst solution. The result was heated to80° C. for 6 hours producing ExpMJO-07-481. 562 g of ExpMJO-07-481 wasthen swollen with a mixture of 938 g of additional D5 and 1.0 g of a 10%solution of methyl di(hydrogenated tallow)amine in Isopar C and thenpassed through a Gaulin homogenizer at 4500 psi. The result,ExpMJO-07-484, had a solids content of about 11.58% and a viscosity of85,000 cps.

EXPERIMENTAL PREPARATION OF COSMETIC COMPOSITIONS USING POLYETHERSILOXANE COPOLYMER NETWORK COMPOSITIONS Cosmetic Example 1

[0103] wt % wt % Composition A(Control) B(Ex1) Stearyl alcohol 15 15Hydrogenated castor oil 5 5 Isododecane 10 10 SF1202 45 35 Talc 1 1 AlZr Trichlorohydrex Gly 24 24 ExpMJO-07-465 0 10

[0104] These antiperspirant sticks were made by heating stearyl alcohol,hydrogenated castor oil, isododecane, SF1202 and ExpMJO-07-465 until thegellants were melted. Al Zr Trichlorohydrex gly was added to the batchat 70° C. and mixed until uniform. Antiperspirants were poured tocontainers at about 60° C. The antiperspirant was evaluated forwhiteness, ability to hold liquid, feel, and hardness of the stick. Thewhiteness was determined by applying antiperspirant onto dark colorvinyl slides to mimic the consumer application methods. Vinyl testslides were air dried for 15 min and the whiteness was determined byappearance. The control antiperspirants showed intense whiteness within5-10 min after application. The antiperspirant B showed whitenessreduction as compared to control. Antiperspirant B also demonstrated asuperior ability to hold cosmetic fluid when using thumb pressure wasapplied to the sticks. It also improved the rigidity and resiliency ofthe stick in this formulation. In addition, it provided lubricious skinfeel with powdery finish. Formulation B also modified thecrystallization of organic gelling agents by providing a better and moreuniform matrix and reducing the growth of stearyl alcoholcrystallization matrix.

Cosmetic Example 2

[0105] A B(Ex2) Composition wt % wt % Part A Propylene glycol 42.2 42.2Hydroxypropyl cellulose 0.5 0.5 DBS 2 2 Part B 30% Al ZrPentachlorohydrex gly 30 30 in propylene glycol Part C SF1202 10 0ExpMJO-07-465 0 10 SF1555 15 15 40% Dimethicone 0.3 0.3 copolyol in D5

[0106] These clear antiperspirant sticks were prepared by heatingpropylene glycol to 80° C. and slowly sprinkling in hydroxypropylcellulose(HPC). After the HPC was uniformly dispersed, the mixture washeated up to 130° C. and DBS was added to the batch. The glycol mixturewas cooled down to 100° C. when a solution of the antiperspirant activewas added. The silicone phase or part C was separately mixed and heatedto 80° C. and then the glycol phase was slowly introduced to thesilicone phase.

[0107] The clear antiperspirant B in this invention showed no syneresisand increased stiffness of the stick compared to control. It gave goodpay-out and smooth uniform deposition of antiperspirant active on theskin when compared to control.

Cosmetic Example 3 and 4

[0108] A B(Ex3) C D(Ex4) Ingredients Wt % Wt % Wt % Wt % Part A SF120221.65 11.65 19.2 9.9 Isododecane 8.7 8.7 Caprylic/capric 3.6 3.6Triglyceride Dimethicone 9.3 9.3 Phenyl trimethicone 9.3 9.3 Sorbitanoleate 1.5 1.5 1.4 1.4 40% Dimethicone copolyol 3.75 3.75 3.5 3.5 in D5ExpMJO-07-465 10 ExpMJO-07-434 9.3 Part B Iron oxides(red, yellow, 2.342.34 2.18 2.18 black) TiO₂ 8.73 8.73 8.11 8.11 10% Dimethicone copolyol6.63 6.63 6.15 6.15 in D5 Part C Deionized water 37.75 37.75 34.98 34.98Butylene glycol 5 5 4.65 4.65 Xanthan gum 0.1 0.1 0.1 0.1 C₁₁₋₁₅Pareth-7 0.25 0.25 0.23 0.23 Magnesium sulfate 0.9 0.9 FoundationFoundation Foundation Foundation Parameter A B(Ex3) C D(Ex4) Degree of —Excellent — Excellent coverage¹ Gloss 3.2 3.2 17.2 11.6 Appearance NA NAWashed Partially after 5 cycles away washed away, of wash off² theremaining foundation showed powdery finish.

[0109] The foundations were prepared by mixing part A and part Btogether at room temperature until uniform. The emulsion was developedwhen the water phase (Part C) was added into the oil phase. Thefoundation samples were evaluated for coverage on vinyl slides at 24micron in thickness. All foundations were evaluated on ease ofspreadability during draw down, appearance, degree of coverage andshine. Shine was determined by using gloss meter after 12 hours. In thisstudy formulation B was evaluated against formulation A(control) andformulation D was evaluated against formulation C(control).

[0110] Formulation B gave superior uniform coverage by reducing theappearance of lines and imperfections on the vinyl slides, and byreducing shine during initial rub-out. However, both formulation A and Bdid not show the difference in gloss after 12 hours. Formulation Bimparted a luxurious silky feel with a powdery finish appearance. Thefoundation B in this invention had improved stability after one week atroom temperature compared to the formulation A(control) which showedsyneresis at the same time.

[0111] Formulation D gave the similar benefits as described informulation B. In addition, it also provided wash off resistance whichmade personal care products more durable to perspiration or duringswimming. Formulation D had an ability to control shine as shown in theresult above.

Cosmetic Example 5 and 6

[0112] These two examples were prepared to illustrate organiccompatibility of silicone gel in this invention and compared it with thecurrent elastomer gel with an INCI name of cyclopentasiloxane (and)dimethicone/vinyl dimethicone crosspolymer (SFE839).

Cosmetic Example 5

[0113] Composition Appearance 25% Petrolatum in SFE839 fluid 25%Petrolatum in ExpMJO-07-465 gel

[0114] When petrolatum was mixed with SFE839, the formulation lost thestructure and became an opaque fluid mixture. This suggested theincompatibility of petrolatum and SFE839. On the other hand, whenpetrolatum was incorporated into the gel of this invention, the gel hadan ability to maintain product integrity, indicating the compatibilityof this gel and petrolatum.

Cosmetic Example 6

[0115] Composition Appearance 50% Cetearyl methicone in SFE839Incompatible 50% Cetearyl methicone in ExpMJO-07-465 Compatible

[0116] Cetearyl methicone is a linear alkyl substituted silicone and itprovides moisturization to the formulation by creating an occlusivebarrier on the skin. When this silicone moisturizer was combined withthe new gel, it showed good compatibility whereas the SFE839 did not. Inaddition, the gel according to this invention is easier to blend withcosmetic ingredients in that it does not require the high shear mixer orlengthy mixing time required by SFE839.

Cosmetic Example 7

[0117] This skin treatment gel was prepared by combining all ingredientslisted below until uniform at room temperature. The gel was used asdelivery system for skin treatment and it is suitable for both heatsensitive and non-heat sensitive active ingredients since it does notrequire heating during manufacturing. The absence of water in thisformulation ensures the efficacy of vitamin C until used. Composition wt% Polymethylsilsesquioxane(Tospearl2000B) 0.5 Vitamin C 1 Hydrogenatedpolydecene 10 ExpMJO-07-434 88.5

Cosmetic Example 8

[0118] A lip treatment comprising ingredients below is useful forcontouring, durability and moisturization feel. Composition wt %ExpMJO-07-465 89 Phenylpropyldimethylsiloxysilicate 10 Nylon-12  1

Cosmetic Example 9

[0119] Silky body lotion is made by combining part A together andheating to 80° C. In a separate vessel, part B is mixed and heated to75° C. The emulsion is formed when part A and part B are added togetherunder high shear mixing. This lotion provides light and lubricious skinfeel. Composition wt % Part A ExpMJO-07-465 10 Caprylic/caprictriglyceride 5 C₃₀₋₄₅ Alkyl Dimethicone 5 Glyceryl stearate(and) PEG-100stearate 4 Part B Water q.s. Xanthan gum 0.1 Glycerin 2 Preservatives,color, fragrance 1

Cosmetic Example 10-13

[0120] Water resistant lotions useful for various personal care productswere prepared by combining part A and part B together at roomtemperature. The lotions were then applied on glass slides and testedfor degree of water resistance using the method described in ASTM D1913.The degree of wash off resistance is the numbers of wash off cyclestaken before the lotion was completely washed away. The body lotion B-Ewith the new gel in this invention showed water resistant benefit asshown below. Composition A B C D E Cosmetic Examples Control 10 11 12 13wt % wt % wt % wt % wt % Part A Sorbitan oleate 0.6 0.6 0.6 0.6 0.6 10%Dimthicone copolyol in D5 10 10 10 10 10 SF1202 16 4 4 4 4 ExpMJO-07-4010 12 0 0 0 ExpMJO-07-437 0 0 12 0 0 ExpMJO-07-434 0 0 0 12 0ExpMJO-07-438 0 0 0 0 12 Part B Glycerin 1 1 1 1 1 Sodium chloride 1 1 11 1 Quaterniurn-15 0.1 0.1 0.1 0.1 0.1 Water q.s. q.s. q.s. q.s. q.s.Wash off resistant result Formulation Cycles of wash off A 5 (control) B15 C 15 D 15 E 10

Cosmetic Example 14

[0121] Hair shampoo comprising ingredients below gives a silky feel tohair fibers. This shampoo can be prepared into 2 ways; one is directlyadd silicone gel to the shampoo, and the other is pre-blend silicone gelwith at least one surfactant and water until emulsion developed and addsilicone gel emulsion to the shampoo.

[0122] This shampoo is made by mixing ingredients as ordered.Compositions wt % Ammonium lauryl sulfate 35 Cocamidopropyl betaine 5Water 56.6 Preservative 0.01 Acrylate/C₁₀₋₃₀ alkyl acrylate crosspolymer0.8 Sodium hydroxide adjust to pH 7.5 ExpMJO-07-465 2.5 Citric acidadjust to pH 6  

Cosmetic Example 15

[0123] This hair conditioner for daily use provides softness, lubricityand body. Composition wt % Deionized water 93 Hydroxyethylcellulose 1.5Silicone gel emulsion 2 Cetrimonium chloride 3 Preservatives, color,fragrance q.s.

Cosmetic Example 16

[0124] The leave on hair conditioner reduces fly-away and increases bodyand volume. Composition wt % ExpMJO-07-465 50 Dimethicone copolyol  5Isododecane 45

Cosmetic Example 17

[0125] This soft solid antiperspirant contains silicone gel ananti-syneresis, thickening and sensory enhancer. The gel shows excellentorganic compatibility. It is used in combination with an organicthickener to achieve the desired texture and rigidity. Part/WtIngredient (%) Cyclopentasiloxane (SF1202) 37.0 Dimethicone (SF96-10)8.0 C₁₂₋₁₅ Alkyl Benzoate 8.0 Hydrogenated Castor Oil (mp 70° C.) 7.0C₁₈₋₃₆ Acid Triglyceride 7.0 ExpMJO-07-484 5.0 Talc 3.0 AluminumZirconium Tetrachlorohydrex 25.0 Gly

Cosmetic Example 18

[0126] This silicone lipstick contains silicone gel to soften lips.There are two 5 silicones, SF1528, and Exp-MJO-07-484, which give aunique soft silky feel. Sunscreens could be added to the formulationsfor solar protection. Part/Wt Ingredient (%) Cyclopentasiloxane (and)PEG/PPG-20/15 20.0 Dimethicone (SF1528) ExpMJO-07-484 40.0 C₁₈₋₃₆ AcidTriglyceride 5.0 Ozokerite 3.0 Polyethylene 5.0 Isododecane 20.0 D&C RedNo. 7 Ca Lake 7.0

[0127] Materials listed as SFxxxx are commercially available siliconematerials available from GE Silicones, 260 Hudson River Road, WaterfordN.Y. 12188.

[0128] These examples are to be construed as exemplary in nature onlyand are not intended in any way to limit the appended claims. Whilethese examples have shown one particular order of adding the activeingredients and various components to produce the cosmetic compositionsof the present invention, it is contemplated that other orders ofaddition may produce different benefits. The order of additionexplicitly taught herein is not to be interpreted as the exclusivemanner of producing the mixtures that represent the compositions thatcan be produced by the techniques of the present invention. Suchdifferent orders of addition could be for example adding activeingredients prior to homogenization or particle size reduction of thecopolymer network or alternatively adding such active ingredients afterhomogenization. It is contemplated that a person having ordinary skillin the art would be able to produce obvious variations of the subjectmatter and disclosures herein contained that would be by reason of suchordinary skill within the literal or equitable scope of the appendedclaims.

Having described the invention that which is claimed is:
 1. A method formaking a cosmetic composition comprising preparing a cosmeticcomposition comprising the reaction product of: M_(a)M^(H) _(b)M^(E)_(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H) _(h)T^(E) _(i)Q_(j) whereM=R¹R²R³SiO_(1/2); M^(H)=R⁴R⁵HSiO_(1/2); M^(E)=R⁶R⁷R^(E)SiO_(1/2);D=R⁸R⁹SiO_(2/2); D^(H)=R¹⁰HSiO_(2/2); D^(E)=R¹¹R^(E)SiO_(2/2);T=R¹²SiO_(3/2); T^(H)=HSiO_(3/2); T^(E)=R^(E)SiO_(3/2); and Q=SiO_(4/2);where R¹, R², R³, R⁸, R⁹ and R¹² are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms; R⁴, R⁵ andR¹⁰ are independently monovalent hydrocarbon radicals having from one tosixty carbon atoms or hydrogen; R⁶, R⁷, R¹¹ are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms or R^(E);each R^(E) is independently a monovalent hydrocarbon radical containingone or more oxirane moieties having from one to sixty carbon atoms; thestoichiometric subscripts a, b, c, d, e, f, g, h, i, and j are eitherzero or positive subject to the following limitations: a+b+c>1; b+e+h>1;c+f+i>1; b+e+h>c+f+i; and when d+e+f+g+h+i+j=0, a+b+c=2.
 2. Thecomposition of claim 1 where R^(E) has the formula:

where R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are each independently selectedfrom the group of hydrogen and monovalent hydrocarbon radicals havingfrom one to sixty carbon atoms, Q_(m) is a di- or trivalent hydrocarbonradical having from one to sixty carbon atoms, Q_(n) is a divalenthydrocarbon radical having from one to sixty carbon atoms with thesubscripts m and n independently zero or one subject to the limitationthat when Q_(m) is trivalent one of R¹³ or R¹⁴ is absent.
 3. Thecomposition of claim 1 where R^(E) is selected from the group consistingof 4-vinyl cyclohexene oxide, allyl glycidyl ether, limonene oxide,1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, norbornadiene monoepoxide and1,2-epoxy-9-decene.
 4. The composition of claim 2 where R¹³, R¹⁴, R¹⁵,R¹⁶, R¹⁷ and R¹⁸ are hydrogen and m and n are zero.
 5. The compositionof claim 3 where R^(E) is 4-vinyl cyclohexene oxide.
 6. The compositionof claim 1 where R¹, R², R³, R⁸, R⁹ and R¹² are independently selectedfrom the group consisting of methyl, ethyl, sec-butyl, tert-butyl,octyl, decyl, dodecyl, cetyl, stearyl, ethenyl, propenyl, butynyl,hydroxypropyl, butoxy, 2,5,8-trioxadecanyl, carboxymethyl, chloromethyl,C30+ and 3,3,3-fluoropropyl.
 7. The composition of claim 2 where R¹, R²,R³, R⁸, R⁹ and R¹² are independently selected from the group consistingof methyl, ethyl, sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl,stearyl, ethenyl, propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.8. The composition of claim 3 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.9. The composition of claim 4 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.10. The composition of claim 5 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.11. A method for making a cosmetic composition comprising preparing acosmetic composition comprising an aqueous emulsion where the continuousphase comprises water and the discontinuous phase comprises acomposition comprising the reaction product of: M_(a)M^(H) _(b)M^(E)_(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H) _(h)T^(E) _(i)Q_(j) whereM=R¹R²R³SiO_(1/2); M^(H)=R⁴R⁵HSiO_(1/2); M^(E)=R⁶R⁷R^(E)SiO_(1/2);D=R⁸R⁹SiO_(2/2); D^(H)=R¹⁰HSiO_(2/2); D^(E)=R¹¹R^(E)SiO_(2/2);T=R¹²SiO_(3/2); T^(H)=HSiO_(3/2); T^(E)=R^(E)SiO_(3/2); and Q=SiO_(4/2);where R¹, R², R³, R⁸, R⁹ and R¹² are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms; R⁴, R⁵ andR¹⁰ are independently monovalent hydrocarbon radicals having from one tosixty carbon atoms or hydrogen; R⁶, R⁷, R¹¹ are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms or R^(E);each R^(E) is independently a monovalent hydrocarbon radical containingone or more oxirane moieties having from one to sixty carbon atoms; thestoichiometric subscripts a, b, c, d, e, f, g, h, i, and j are eitherzero or positive subject to the following limitations: a+b+c>1; b+e+h>1;c+f+i>1; b+e+h>c+f+i; and when d+e+f+g+h+i+j=0, a+b+c=2.
 12. Thecomposition of claim 11 where R^(E) has the formula:

where R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are each independently selectedfrom the group of hydrogen and monovalent hydrocarbon radicals havingfrom one to sixty carbon atoms, Q_(m) is a di- or trivalent hydrocarbonradical having from one to sixty carbon atoms, Q_(n) is a divalenthydrocarbon radical having from one to sixty carbon atoms with thesubscripts m and n independently zero or one subject to the limitationthat when Qm is trivalent one of R¹³ or R¹⁴ is absent.
 13. Thecomposition of claim 11 where R^(E) is selected from the groupconsisting of 4-vinyl cyclohexene oxide, allyl glycidyl ether, limoneneoxide, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, norbornadiene monoepoxideand 1,2-epoxy-9-decene.
 14. The composition of claim 12 where R¹³, R¹⁴,R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are hydrogen and m and n are zero.
 15. Thecomposition of claim 13 where R^(E) is 4-vinyl cyclohexene oxide. 16.The composition of claim 11 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, butoxy, 2,5,8-trioxadecanyl,carboxymethyl, chloromethyl, C30+ and 3,3,3-fluoropropyl.
 17. Thecomposition of claim 12 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.18. The composition of claim 13 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.19. The composition of claim 14 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.20. The composition of claim 15 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.21. A method for making a cosmetic composition comprising preparing acosmetic composition comprising an aqueous emulsion where thediscontinuous phase comprises water and the continuous phase comprises acomposition comprising the reaction product of: M_(a)M^(H) _(b)M^(E)_(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H) _(h)T^(E) _(i)Q_(j) whereM=R¹R²R³SiO_(1/2); M^(H)=R⁴R⁵H SiO_(1/2); M^(E)=R⁶R⁷R^(E)SiO_(1/2);D=R⁸R⁹SiO_(2/2); D^(H)=R¹⁰HSiO_(2/2); D^(E)=R¹¹R^(E)SiO_(2/2);T=R¹²SiO_(3/2); T^(H)=HSiO_(3/2); T^(E)=R^(E)SiO_(3/2); and Q=SiO_(4/2);where R¹, R², R³, R⁸, R⁹ and R¹² are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms; R⁴, R⁵ andR¹⁰ are independently monovalent hydrocarbon radicals having from one tosixty carbon atoms or hydrogen; R⁶, R⁷, R¹¹ are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms or R^(E);each R^(E) is independently a monovalent hydrocarbon radical containingone or more oxirane moieties having from one to sixty carbon atoms; thestoichiometric subscripts a, b, c, d, e, f, g, h, i, and j are eitherzero or positive subject to the following limitations: a+b+c>1; b+e+h>1;c+f+i>1; b+e+h>c+f+i; and when d+e+f+g+h+i+j=0, a+b+c=2.
 22. Thecomposition of claim 21 where R^(E) has the formula:

where R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are each independently selectedfrom the group of hydrogen and monovalent hydrocarbon radicals havingfrom one to sixty carbon atoms, Q_(m) is a di- or trivalent hydrocarbonradical having from one to sixty carbon atoms, Q_(n) is a divalenthydrocarbon radical having from one to sixty carbon atoms with thesubscripts m and n independently zero or one subject to the limitationthat when Qm is trivalent one of R¹³ or R¹⁴ is absent.
 23. Thecomposition of claim 21 where R^(E) is selected from the groupconsisting of 4-vinyl cyclohexene oxide, allyl glycidyl ether, limoneneoxide, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, norbornadiene monoepoxideand 1,2-epoxy-9-decene.
 24. The composition of claim 22 where R¹³, R¹⁴,R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are hydrogen and m and n are zero.
 25. Thecomposition of claim 23 where R^(E) is 4-vinyl cyclohexene oxide. 26.The composition of claim 21 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl, C30+ and3,3,3-fluoropropyl.
 27. The composition of claim 22 where R¹, R², R³,R⁸, R⁹ and R¹² are independently selected from the group consisting ofmethyl, ethyl, sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl,stearyl, ethenyl, propenyl, butynyl, hydroxypropyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.28. The composition of claim 23 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.29. The composition of claim 24 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.30. The composition of claim 25 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.31. A method for making a cosmetic composition comprising preparing acosmetic composition comprising a non-aqueous emulsion where thediscontinuous phase comprises a non-aqueous hydroxylic solvent and thecontinuous phase comprises a composition comprising the reaction productof: M_(a)M^(H) _(b)M^(E) _(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H)_(h)T^(E) _(i)Q_(j) where M=R¹R²R³SiO_(1/2); M^(H)=R⁴R⁵HSiO_(1/2);M^(E)=R⁶R⁷R^(E)SiO_(1/2); D=R⁸R⁹SiO_(2/2); D^(H)=R¹⁰HSiO_(2/2);D^(E)=R¹¹R^(E)SiO_(2/2); T=R¹²SiO_(3/2); T^(H)=HSiO_(3/2);T^(E)=R^(E)SiO_(3/2); and Q=SiO_(4/2); where R¹, R², R³, R⁸, R⁹ and R¹²are independently monovalent hydrocarbon radicals having from one tosixty carbon atoms; R⁴, R⁵ and R¹⁰ are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms or hydrogen;R⁶, R⁷, R¹¹ are independently monovalent hydrocarbon radicals havingfrom one to sixty carbon atoms or R^(E); each R^(E) is independently amonovalent hydrocarbon radical containing one or more oxirane moietieshaving from one to sixty carbon atoms; the stoichiometric subscripts a,b, c, d, e, f, g, h, i, and j are either zero or positive subject to thefollowing limitations: a+b+c>1; b+e+h>1; c+f+i>1; b+e+h>c+f+i; and whend+e+f+g+h+i+j=0, a+b+c=2.
 32. The composition of claim 31 where R^(E)has the formula:

where R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are each independently selectedfrom the group of hydrogen and monovalent hydrocarbon radicals havingfrom one to sixty carbon atoms, Q_(m) is a di- or trivalent hydrocarbonradical having from one to sixty carbon atoms, Q_(n) is a divalenthydrocarbon radical having from one to sixty carbon atoms with thesubscripts m and n independently zero or one subject to the limitationthat when Qm is trivalent one of R¹³ or R¹⁴ is absent.
 33. Thecomposition of claim 31 where R^(E) is selected from the groupconsisting of 4-vinyl cyclohexene oxide, allyl glycidyl ether, limoneneoxide, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, norbornadiene monoepoxideand 1,2-epoxy-9-decene.
 34. The composition of claim 32 where R¹³, R¹⁴,R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are hydrogen and m and n are zero.
 35. Thecomposition of claim 33 where R^(E) is 4-vinyl cyclohexene oxide. 36.The composition of claim 31 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, butoxy, 2,5,8-trioxadecanyl,carboxymethyl, chloromethyl, C30+ and 3,3,3-fluoropropyl.
 37. Thecomposition of claim 32 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.38. The composition of claim 33 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.39. The composition of claim 34 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.40. The composition of claim 35 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.41. A method for making a cosmetic composition comprising preparing acosmetic composition comprising a non-aqueous emulsion where thecontinuous phase comprises a non-aqueous hydroxylic solvent and thediscontinuous phase comprises a composition comprising the reactionproduct of: M_(a)M^(H) _(b)M^(E) _(c)D_(d)D^(H) _(e)D^(E) _(f)T_(g)T^(H)_(h)T^(E) _(i)Q_(j) where M=R¹R²R³SiO_(1/2); M^(H)=R⁴R⁵HSiO_(1/2);M^(E)=R⁶R⁷R^(E)SiO_(1/2); D=R⁸R⁹SiO_(2/2); D^(H)=R¹⁰HSiO_(2/2);D^(E)=R¹¹R^(E)SiO_(2/2); T=R¹²SiO_(3/2); T^(H)=HSiO_(3/2);T^(E)=R^(E)SiO_(3/2); and Q=SiO_(4/2); where R¹, R², R³, R⁸, R⁹ and R¹²are independently monovalent hydrocarbon radicals having from one tosixty carbon atoms; R⁴, R⁵ and R¹⁰ are independently monovalenthydrocarbon radicals having from one to sixty carbon atoms or hydrogen;R⁶, R⁷, R¹¹ are independently monovalent hydrocarbon radicals havingfrom one to sixty carbon atoms or R^(E); each R^(E) is independently amonovalent hydrocarbon radical containing one or more oxirane moietieshaving from one to sixty carbon atoms; the stoichiometric subscripts a,b, c, d, e, f, g, h, i, and j are either zero or positive subject to thefollowing limitations: a+b+c>1; b+e+h>1; c+f+i>1; b+e+h>c+f+i; and whend+e+f+g+h+i+j=0, a+b+c=2.
 42. The composition of claim 41 where R^(E)has the formula:

where R¹³, R¹⁴, R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are each independently selectedfrom the group of hydrogen and monovalent hydrocarbon radicals havingfrom one to sixty carbon atoms, Q_(m) is a di- or trivalent hydrocarbonradical having from one to sixty carbon atoms, Q_(n) is a divalenthydrocarbon radical having from one to sixty carbon atoms with thesubscripts m and n independently zero or one subject to the limitationthat when Qm is trivalent one of R¹³ or R¹⁴ is absent.
 43. Thecomposition of claim 41 where R^(E) is selected from the groupconsisting of 4-vinyl cyclohexene oxide, allyl glycidyl ether, limoneneoxide, 1,2-epoxy-5-hexene, 1,2-epoxy-7-octene, norbornadiene monoepoxideand 1,2-epoxy-9-decene.
 44. The composition of claim 42 where R¹³, R¹⁴,R¹⁵, R¹⁶, R¹⁷ and R¹⁸ are hydrogen and m and n are zero.
 45. Thecomposition of claim 43 where R^(E) is 4-vinyl cyclohexene oxide. 46.The composition of claim 41 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, butoxy, 2,5,8-trioxadecanyl,carboxymethyl, chloromethyl, C30+ and 3,3,3-fluoropropyl.
 47. Thecomposition of claim 42 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.48. The composition of claim 43 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.49. The composition of claim 44 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.50. The composition of claim 45 where R¹, R², R³, R⁸, R⁹ and R¹² areindependently selected from the group consisting of methyl, ethyl,sec-butyl, tert-butyl, octyl, decyl, dodecyl, cetyl, stearyl, ethenyl,propenyl, butynyl, hydroxypropyl, cyanoethyl, butoxy,2,5,8-trioxadecanyl, carboxymethyl, chloromethyl and 3,3,3-fluoropropyl.51. The cosmetic composition of claim 1 wherein the cosmetic compositionis selected from the group consisting of deodorants, antiperspirants,combination antiperspirant deodorants, shaving products, skin lotions,moisturizers, toners, bath products, cleansing products, hair careproducts, shampoos, conditioners, mousses, styling gels, hair sprays,hair dyes, hair coloring products, hair bleaches, hair waving products,hair straighteners, manicure products nail polish, nail polish remover,nail creams, nail lotions, cuticle softeners, protective creams,sunscreen, insect repellent, anti-aging products, color cosmetics,lipsticks, foundations, face powders, eye liners, eye shadows, blushes,makeup, mascaras, personal care formulations where silicone componentshave been conventionally added, and drug delivery systems for topicalapplication of medicinal compositions that are to be applied to theskin.
 52. The cosmetic composition of claim 11 wherein the cosmeticcomposition is selected from the group consisting of deodorants,antiperspirants, combination antiperspirant deodorants, shavingproducts, skin lotions, moisturizers, toners, bath products, cleansingproducts, hair care products, shampoos, conditioners, mousses, stylinggels, hair sprays, hair dyes, hair coloring products, hair bleaches,hair waving products, hair straighteners, manicure products nail polish,nail polish remover, nail creams, nail lotions, cuticle softeners,protective creams, sunscreen, insect repellent, anti-aging products,color cosmetics, lipsticks, foundations, face powders, eye liners, eyeshadows, blushes, makeup, mascaras, personal care formulations wheresilicone components have been conventionally added, and drug deliverysystems for topical application of medicinal compositions that are to beapplied to the skin.
 53. The cosmetic composition of claim 21 whereinthe cosmetic composition is selected from the group consisting ofdeodorants, antiperspirants, combination antiperspirant deodorants,shaving products, skin lotions, moisturizers, toners, bath products,cleansing products, hair care products, shampoos, conditioners, mousses,styling gels, hair sprays, hair dyes, hair coloring products, hairbleaches, hair waving products, hair straighteners, manicure productsnail polish, nail polish remover, nail creams, nail lotions, cuticlesofteners, protective creams, sunscreen, insect repellent, anti-agingproducts, color cosmetics, lipsticks, foundations, face powders, eyeliners, eye shadows, blushes, makeup, mascaras, personal careformulations where silicone components have been conventionally added,and drug delivery systems for topical application of medicinalcompositions that are to be applied to the skin.
 54. The cosmeticcomposition of claim 31 wherein the cosmetic composition is selectedfrom the group consisting of deodorants, antiperspirants, combinationantiperspirant deodorants, shaving products, skin lotions, moisturizers,toners, bath products, cleansing products, hair care products, shampoos,conditioners, mousses, styling gels, hair sprays, hair dyes, haircoloring products, hair bleaches, hair waving products, hairstraighteners, manicure products nail polish, nail polish remover, nailcreams, nail lotions, cuticle softeners, protective creams, sunscreen,insect repellent, anti-aging products, color cosmetics, lipsticks,foundations, face powders, eye liners, eye shadows, blushes, makeup,mascaras, personal care formulations where silicone components have beenconventionally added, and drug delivery systems for topical applicationof medicinal compositions that are to be applied to the skin.
 55. Thecosmetic composition of claim 41 wherein the cosmetic composition isselected from the group consisting of deodorants, antiperspirants,combination antiperspirant deodorants, shaving products, skin lotions,moisturizers, toners, bath products, cleansing products, hair careproducts, shampoos, conditioners, mousses, styling gels, hair sprays,hair dyes, hair coloring products, hair bleaches, hair waving products,hair straighteners, manicure products nail polish, nail polish remover,nail creams, nail lotions, cuticle softeners, protective creams,sunscreen, insect repellent, anti-aging products, color cosmetics,lipsticks, foundations, face powders, eye liners, eye shadows, blushes,makeup, mascaras, personal care formulations where silicone componentshave been conventionally added, and drug delivery systems for topicalapplication of medicinal compositions that are to be applied to theskin.